Hydrochloric Acid → 2-(5-Benzyloxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 1443595ノート

反応式

HRID 1443595 の反応式
[F:1][C:2]([F:11])([F:10])[CH2:3][CH2:4][CH:5]([C:8]#[N:9])[C:6]#[N:7].[CH2:12]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[I-].[K+].C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[CH2:12]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:5]([CH2:4][CH2:3][C:2]([F:10])([F:11])[F:1])([C:8]#[N:9])[C:6]#[N:7])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 14221121Benzyl 5-Bromoamyl EtherHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

生成物 1

HCID 588790442-(5-Benzyloxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile収率 81.5%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

3.5 g of 2-(3,3,3-trifluoropropyl)malononitrile, 5.5 g of 5-bromopentyl benzyl ether and 0.70 g of potassium iodide were dissolved in 20 ml of dimethyl sulfoxide, 3.3 g of potassium carbonate was added, and the mixture was stirred at room temperature for 9 hours. Thereafter, dilute hydrochloric acid was added to the reaction mixture, followed by extraction with methyl tert-butyl ether. The organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 5.9 g of 2-(5-benzyloxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile.

後処理

  1. extractionfollowed by extraction with methyl tert-butyl ether
  2. washThe organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-191b6dfc0f254c298d0b3c0ebf7af502
出典データセット
uspto-grants-2010_02
特許番号
US07662402B2

反応ノート

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